117174-84-2

Basic information

• Product Name: 1-(3-CHLORO-4-METHYLPHENYL)-2-THIOUREA
• Synonyms: N-(3-CHLORO-4-METHYLPHENYL)THIOUREA;1-(3-Chloro-4-Methylphenyl)thiourea;1-(3-CHLORO-4-METHYLPHENYL)-2-THIOUREA
• CAS NO: 117174-84-2
• Molecular Formula: C₈H₉ClN₂S
• Molecular Weight: 200.69
• Mol File: 117174-84-2.mol

Chemical Properties

• Melting Point: 172-174°C
• Boiling Point: 310.4°Cat760mmHg
• Flash Point: 141.5°C
• Appearance: /
• Density: 1.376g/cm³
• Vapor Pressure: 0.000601mmHg at 25°C
• Refractive Index: 1.7
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 12.62±0.70(Predicted)
• CAS DataBase Reference: 1-(3-CHLORO-4-METHYLPHENYL)-2-THIOUREA(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-CHLORO-4-METHYLPHENYL)-2-THIOUREA(117174-84-2)
• EPA Substance Registry System: 1-(3-CHLORO-4-METHYLPHENYL)-2-THIOUREA(117174-84-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 117174-84-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
CMPTU is used as a thyroxine mimetic for studying the effects of thyroid hormones on various biological processes. Its interaction with thyroid hormone receptors aids in understanding the molecular mechanisms underlying thyroid disorders and the development of potential therapeutic agents.
Used in Enzyme Inhibition:
CMPTU is used as an enzyme inhibitor in research to investigate its potential to modulate the activity of various enzymes. This can help in understanding the role of these enzymes in disease processes and the development of enzyme-targeted therapies.
Used in Thyroid Disorder Treatment:
CMPTU is used as a potential therapeutic agent for the treatment of thyroid disorders. Its ability to interact with thyroid hormone receptors may help in regulating thyroid hormone levels and alleviating symptoms associated with these disorders.
Used in Cancer Therapy:
CMPTU is used as an anti-neoplastic agent in research for its potential to inhibit the growth and progression of cancer cells. Its interaction with thyroid hormone receptors and enzyme inhibition properties may contribute to its anti-cancer effects.
Used in Antibacterial Applications:
CMPTU is used as an antibacterial agent in research for its potential to inhibit the growth of bacteria. Its ability to target specific bacterial enzymes or pathways may contribute to its antibacterial activity.
Used in Antiviral Applications:
CMPTU is used as an antiviral agent in research for its potential to inhibit viral replication and infection. Its interaction with host enzymes or receptors may help in preventing viral entry or replication, offering a potential therapeutic approach against viral diseases.

InChI:InChI=1/C8H9ClN2S/c1-5-2-3-6(4-7(5)9)11-8(10)12/h2-4H,1H3,(H3,10,11,12)

Upstream product

• 117174-76-2 1-Benzoyl-3-(3-chloro-4-methyl-phenyl)-thiourea 
• 1147550-11-5 ammonium thiocyanate 
• 95-74-9 3-chloro-p-toluidine 
• 19241-37-3 2-chloro-4-isothiocyanato-1-methyl-benzene 

Downstream Products

• 119125-50-7 1-(3-chloro-4-methyl-phenyl)-2-methyl-isothiourea hydroiodide 
• 398471-35-7 1-(2-((3-chloro-4-methylphenyl)amino)-4-methylthiazol-5-yl)ethanone 
• 119125-50-7 1-(3-Chloro-4-methyl-phenyl)-2-methyl-isothiourea; hydriodide 
• 119155-44-1 N-(3-Chloro-4-methyl-phenyl)-morpholine-4-carboxamidine; hydriodide 
• 119155-43-0 N-(3-Chloro-4-methyl-phenyl)-pyrrolidine-1-carboxamidine; hydriodide 

Relevant articles and documents

Design, synthesis, X-ray crystallographic analysis, and biological evaluation of thiazole derivatives as potent and selective inhibitors of human dihydroorotate dehydrogenase

Human dihydroorotate dehydrogenase (HsDHODH) is a flavin-dependent mitochondrial enzyme that has been certified as a potential therapeutic target for the treatment of rheumatoid arthritis and other autoimmune diseases. On the basis of lead compound 4, which was previously identified as potential HsDHODH inhibitor, a novel series of thiazole derivatives were designed and synthesized. The X-ray complex structures of the promising analogues 12 and 33 confirmed that these inhibitors bind at the putative ubiquinone binding tunnel and guided us to explore more potent inhibitors, such as compounds 44, 46, and 47 which showed double digit nanomolar activities of 26, 18, and 29 nM, respectively. Moreover, 44 presented considerable anti-inflammation effect in vivo and significantly alleviated foot swelling in a dose-dependent manner, which disclosed that thiazole-scaffold analogues can be developed into the drug candidates for the treatment of rheumatoid arthritis by suppressing the bioactivity of HsDHODH.

ISOINDOLINE COMPOUNDS FOR USE IN THE TREATMENT OF CANCER

Provided herein are isoindoline compounds such as those of formula (I), pharmaceutical compositions comprising one or more of such compounds, and methods of their use for treating, preventing, or managing various diseases. Formula (I)

Synthesis of some new 4-{2-[(aryl)amino]-1,3-thiazol-4-yl}benzene-1,2-diols as possible antibacterial and antifungal agents

Some new 4-{2-[(aryl) amino]-1,3-thiazol-4-yl}benzene-1,2-diols are prepared and characterized by spectral analysis. The newly prepared compounds are studied for their antibacterial and antifungal activity. Interestingly, almost all the compounds are found to possess promising antibacterial and antifungal activity against all tested microorganisms. Copyright Taylor & Francis Group, LLC.

Synthesis of some new 5-(2-substituted-1,3-thiazol-5-yl)-2-hydroxy benzamides and their 2-alkoxy derivatives as possible antifungal agents

The 2-hydroxy-5-(1,3-thiazol-5-yl) benzamide (4a), 5-(2-amino-1, 3-thiazol-5-yl)-2-hydroxy benzamide (4b), 2-hydroxy-5-(2-alkyl-1,3-Thiazol-5-yl) benzamide (4c and 4d), 5-{2-[(N-substituted aryl)amino]-1,3-thiazol-5-yl}2- hydroxy benzamides (6a-j) were prepared by reacting 5-(bromoacetyl) salicylamide (2) with thiourea, thioformamide, thioalkylamide (3c-d) and substituted thioureas (5a-j) in absolute ethanol. These compounds were converted to 5-(2-substituted-1,3-thiazol-5-yl)-2-alkoxybenzamides and 5-(2-N-(substituted aryl)-1,3-thiazol-5-yl)-2-alkoxy benzamides (8a-g) by reacting with n-alkylbromides (7a-b) in presence of a base. The newly synthesized compounds were characterized by IR, 1H-NMR and mass spectral data. Compounds were also screened for their antifungal activity.

Improved Procedures for the Preparation of Cycloalkyl-, Arylalkyl-, and Arylthioureas

An improved procedure for the preparation of arylthioureas consists of the reaction of benzoyl isothiocyanate with anilines in acetone and debenzoylation of the resultant N-aryl-N'-benzoylthioureas with 5percent aqueous sodium hydroxide.Bicycloalkylthioureas and N-(arylalkyl)thioureas (e.g. 9H-9-fluorenylthiourea) are directly prepared from the corresponding isothiocyanates and ammonia.